Hydrochloric Acid → N-Hexadecylacrylamide

HRID 841105

Reaction equation

HRID 841105 reaction equation
[CH2:1](Cl)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].[C:18]([NH2:22])(=[O:21])[CH:19]=[CH2:20].[Cl-].[Al+3].[Cl-].[Cl-].Cl>O.CC(C)=O>[CH2:1]([NH:22][C:18](=[O:21])[CH:19]=[CH2:20])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 6579AcrylamideHCID 209931-ChlorohexadecaneHCID 6451240Aluminum(III) Chloride

Product 1

HCID 88828N-Hexadecylacrylamide

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Procedure

In a 250 ml capacity conical flask 13 g cetyl chloride (0.05 M), 3.5 g acrylamide (0.05 M) and 50 ml acetone were placed to obtain a clear solution. The solution was stirred with a magnetic needle at room temperature. 6.5 g anhydrous aluminium chloride (0.05 M) was added and the reaction mixture was stirred at room temperature. After 5 to 10 minutes of stirring, vigorous evolution of hydrogen chloride took place which ceased after about 5 minutes. Temperature of the reaction mixture was raised to 40 to 50° C. It was then cooled to room temperature and poured into 500 ml cold water. White product was precipitated. The product was isolated and purified by reprecipitation from acetone into cold water.

Workup

  1. customto obtain a clear solution
  2. stirringthe reaction mixture was stirred at room temperature
  3. stirringAfter 5 to 10 minutes of stirring
  4. temperatureTemperature of the reaction mixture was raised to 40 to 50° C
  5. temperatureIt was then cooled to room temperature
  6. customWhite product was precipitated
  7. customThe product was isolated
  8. custompurified by reprecipitation from acetone into cold water

Sources & evidence

ORD record
ord-eaf1af5461a34344a0ac78c0f3a7fbe9
Source dataset
uspto-grants-2002_04
Patent number
US06369249B1

Linked notes

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